Hexadecyloxypropyl esters of acyclic nucleoside phosphonates containing guanine (G) or hypoxanthine (Hx) and a (S)-[3-hydroxy-2-(phosphonomethoxy)propyl] [(S)-HPMP] or 2-(2-phosphonoethoxy)ethyl (PEE) acyclic moiety have been prepared. The activity of the prodrugs was evaluated in vitro against different virus families. Whereas ester derivatives of PEEHx and (S)-HPMPHx were antivirally inactive, monoesters of PEEG, and mono- and diesters of (S)-HPMPG showed pronounced antiviral activity against vaccinia virus and/or herpesviruses. Monoesters of (S)-HPMPG emerged as the most potent and selective derivatives against these DNA viruses. None of the compounds were inhibitory against RNA viruses and retroviruses.

• MeSH
• Antiviral Agents chemical synthesis   chemistry   metabolism   pharmacology   MeSH
• Cell Line MeSH
• DNA Viruses drug effects   MeSH
• Guanine analogs & derivatives   chemistry   MeSH
• Hypoxanthine chemistry   MeSH
• Hypoxanthines chemistry   MeSH
• Phosphorous Acids chemistry   MeSH
• Humans MeSH
• Nucleosides chemistry   MeSH
• Organophosphonates chemical synthesis   chemistry   metabolism   pharmacology   MeSH
• Prodrugs metabolism   MeSH
• Chemistry Techniques, Synthetic MeSH
• Structure-Activity Relationship MeSH
• Animals MeSH
• Check Tag
• Humans MeSH
• Animals MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Names of Substances
• Antiviral Agents MeSH
• Guanine MeSH
• Hypoxanthine MeSH
• Hypoxanthines MeSH
• Phosphorous Acids MeSH
• Nucleosides MeSH
• Organophosphonates MeSH
• Prodrugs MeSH